diff --git a/configure b/configure
index 21ecd29..879eee4 100755
--- a/configure
+++ b/configure
@@ -668,6 +668,7 @@ python_majorversion
 PYTHON
 perl_embed_ldflags
 perl_embed_ccflags
+perl_includedir
 perl_useshrplib
 perl_privlibexp
 perl_archlibexp
@@ -9773,6 +9774,14 @@ You might have to rebuild your Perl installation.  Refer to the
 documentation for details.  Use --without-perl to disable building
 PL/Perl." "$LINENO" 5
   fi
+  # On most platforms, archlibexp is also where the Perl include files live ...
+  perl_includedir="$perl_archlibexp"
+  # ... but on some macOS versions, we must look under $PG_SYSROOT instead
+  if test x"$PG_SYSROOT" != x"" ; then
+    if test -d "$PG_SYSROOT$perl_archlibexp" ; then
+      perl_includedir="$PG_SYSROOT$perl_archlibexp"
+    fi
+  fi
 
 { $as_echo "$as_me:${as_lineno-$LINENO}: checking for CFLAGS recommended by Perl" >&5
 $as_echo_n "checking for CFLAGS recommended by Perl... " >&6; }
@@ -18355,7 +18364,7 @@ fi
 # check for <perl.h>
 if test "$with_perl" = yes; then
   ac_save_CPPFLAGS=$CPPFLAGS
-  CPPFLAGS="$CPPFLAGS -I$perl_archlibexp/CORE"
+  CPPFLAGS="$CPPFLAGS -I$perl_includedir/CORE"
   ac_fn_c_check_header_compile "$LINENO" "perl.h" "ac_cv_header_perl_h" "#include <EXTERN.h>
 "
 if test "x$ac_cv_header_perl_h" = xyes; then :
diff --git a/configure.in b/configure.in
index 8fe6894..530f275 100644
--- a/configure.in
+++ b/configure.in
@@ -1044,6 +1044,15 @@ You might have to rebuild your Perl installation.  Refer to the
 documentation for details.  Use --without-perl to disable building
 PL/Perl.])
   fi
+  # On most platforms, archlibexp is also where the Perl include files live ...
+  perl_includedir="$perl_archlibexp"
+  # ... but on some macOS versions, we must look under $PG_SYSROOT instead
+  if test x"$PG_SYSROOT" != x"" ; then
+    if test -d "$PG_SYSROOT$perl_archlibexp" ; then
+      perl_includedir="$PG_SYSROOT$perl_archlibexp"
+    fi
+  fi
+  AC_SUBST(perl_includedir)dnl
   PGAC_CHECK_PERL_EMBED_CCFLAGS
   PGAC_CHECK_PERL_EMBED_LDFLAGS
 fi
@@ -2229,7 +2238,7 @@ fi
 # check for <perl.h>
 if test "$with_perl" = yes; then
   ac_save_CPPFLAGS=$CPPFLAGS
-  CPPFLAGS="$CPPFLAGS -I$perl_archlibexp/CORE"
+  CPPFLAGS="$CPPFLAGS -I$perl_includedir/CORE"
   AC_CHECK_HEADER(perl.h, [], [AC_MSG_ERROR([header file <perl.h> is required for Perl])],
                   [#include <EXTERN.h>])
   # While we're at it, check that we can link to libperl.
diff --git a/contrib/hstore_plperl/Makefile b/contrib/hstore_plperl/Makefile
index 32ecaa4..d0a3916 100644
--- a/contrib/hstore_plperl/Makefile
+++ b/contrib/hstore_plperl/Makefile
@@ -39,4 +39,4 @@ endif
 # last, probably because it sometimes contains some header files with names
 # that clash with some of ours, or with some that we include, notably on
 # Windows.
-override CPPFLAGS := $(CPPFLAGS) $(perl_embed_ccflags) -I$(perl_archlibexp)/CORE
+override CPPFLAGS := $(CPPFLAGS) $(perl_embed_ccflags) -I$(perl_includedir)/CORE
diff --git a/contrib/jsonb_plperl/Makefile b/contrib/jsonb_plperl/Makefile
index eb6d1de..019fc82 100644
--- a/contrib/jsonb_plperl/Makefile
+++ b/contrib/jsonb_plperl/Makefile
@@ -39,4 +39,4 @@ endif
 # last, probably because it sometimes contains some header files with names
 # that clash with some of ours, or with some that we include, notably on
 # Windows.
-override CPPFLAGS := $(CPPFLAGS) $(perl_embed_ccflags) -I$(perl_archlibexp)/CORE
+override CPPFLAGS := $(CPPFLAGS) $(perl_embed_ccflags) -I$(perl_includedir)/CORE
diff --git a/src/Makefile.global.in b/src/Makefile.global.in
index 91d7cb8..9cf0c35 100644
--- a/src/Makefile.global.in
+++ b/src/Makefile.global.in
@@ -331,6 +331,7 @@ else
 endif
 perl_archlibexp		= @perl_archlibexp@
 perl_privlibexp		= @perl_privlibexp@
+perl_includedir		= @perl_includedir@
 perl_embed_ccflags	= @perl_embed_ccflags@
 perl_embed_ldflags	= @perl_embed_ldflags@
 
diff --git a/src/pl/plperl/GNUmakefile b/src/pl/plperl/GNUmakefile
index 39dacf8..baf09b4 100644
--- a/src/pl/plperl/GNUmakefile
+++ b/src/pl/plperl/GNUmakefile
@@ -16,7 +16,7 @@ endif
 # probably because it sometimes contains some header files with names
 # that clash with some of ours, or with some that we include, notably on
 # Windows.
-override CPPFLAGS := -I. -I$(srcdir) $(CPPFLAGS) $(perl_embed_ccflags) -I$(perl_archlibexp)/CORE
+override CPPFLAGS := -I. -I$(srcdir) $(CPPFLAGS) $(perl_embed_ccflags) -I$(perl_includedir)/CORE
 
 rpathdir = $(perl_archlibexp)/CORE
 
diff --git a/src/template/darwin b/src/template/darwin
index ea6d3b0..ed0ebcc 100644
--- a/src/template/darwin
+++ b/src/template/darwin
@@ -3,6 +3,18 @@
 # Note: Darwin is the original code name for macOS, also known as OS X.
 # We still use "darwin" as the port name, partly because config.guess does.
 
+# Select where system include files should be sought.
+if test x"$PG_SYSROOT" = x"" ; then
+  PG_SYSROOT=`xcodebuild -version -sdk macosx Path 2>/dev/null`
+fi
+if test x"$PG_SYSROOT" != x"" ; then
+  if test -d "$PG_SYSROOT" ; then
+    CPPFLAGS="$CPPFLAGS -isysroot $PG_SYSROOT"
+  else
+    PG_SYSROOT=""
+  fi
+fi
+
 # Select appropriate semaphore support.  Darwin 6.0 (macOS 10.2) and up
 # support System V semaphores; before that we have to use named POSIX
 # semaphores, which are less good for our purposes because they eat a
@@ -15,3 +27,11 @@ case $host_os in
     USE_SYSV_SEMAPHORES=1
     ;;
 esac
+
+# If user didn't specify something else, expect that tclConfig.sh can be
+# found here:
+if test x"$with_tclconfig" = x"" ; then
+  if test -f "$PG_SYSROOT/System/Library/Frameworks/Tcl.framework/tclConfig.sh" ; then
+    with_tclconfig="$PG_SYSROOT/System/Library/Frameworks/Tcl.framework"
+  fi
+fi