diff --git a/.github/workflows/reusable-macos.yml b/.github/workflows/reusable-macos.yml
index 6fa389b2d66e5e..cdbe05e09fb8e7 100644
--- a/.github/workflows/reusable-macos.yml
+++ b/.github/workflows/reusable-macos.yml
@@ -45,6 +45,7 @@ jobs:
brew link --overwrite tcl-tk@8
- name: Configure CPython
run: |
+ MACOSX_DEPLOYMENT_TARGET=10.15 \
GDBM_CFLAGS="-I$(brew --prefix gdbm)/include" \
GDBM_LIBS="-L$(brew --prefix gdbm)/lib -lgdbm" \
./configure \
diff --git a/Misc/NEWS.d/next/Build/2024-12-21-09-56-37.gh-issue-100384.Ib-XrN.rst b/Misc/NEWS.d/next/Build/2024-12-21-09-56-37.gh-issue-100384.Ib-XrN.rst
new file mode 100644
index 00000000000000..75c19fe3d8cef9
--- /dev/null
+++ b/Misc/NEWS.d/next/Build/2024-12-21-09-56-37.gh-issue-100384.Ib-XrN.rst
@@ -0,0 +1,2 @@
+Error on ``unguarded-availability`` in macOS builds, preventing invalid
+use of symbols that are not available in older versions of the OS.
diff --git a/configure b/configure
index e59c7046305d46..a697bc1f87b012 100755
--- a/configure
+++ b/configure
@@ -10406,6 +10406,47 @@ printf %s "checking which compiler should be used... " >&6; }
{ printf "%s\n" "$as_me:${as_lineno-$LINENO}: result: $CC" >&5
printf "%s\n" "$CC" >&6; }
+ # Error on unguarded use of new symbols, which will fail at runtime for
+ # users on older versions of macOS
+ { printf "%s\n" "$as_me:${as_lineno-$LINENO}: checking whether C compiler accepts -Wunguarded-availability" >&5
+printf %s "checking whether C compiler accepts -Wunguarded-availability... " >&6; }
+if test ${ax_cv_check_cflags__Werror__Wunguarded_availability+y}
+then :
+ printf %s "(cached) " >&6
+else $as_nop
+
+ ax_check_save_flags=$CFLAGS
+ CFLAGS="$CFLAGS -Werror -Wunguarded-availability"
+ cat confdefs.h - <<_ACEOF >conftest.$ac_ext
+/* end confdefs.h. */
+
+int
+main (void)
+{
+
+ ;
+ return 0;
+}
+_ACEOF
+if ac_fn_c_try_compile "$LINENO"
+then :
+ ax_cv_check_cflags__Werror__Wunguarded_availability=yes
+else $as_nop
+ ax_cv_check_cflags__Werror__Wunguarded_availability=no
+fi
+rm -f core conftest.err conftest.$ac_objext conftest.beam conftest.$ac_ext
+ CFLAGS=$ax_check_save_flags
+fi
+{ printf "%s\n" "$as_me:${as_lineno-$LINENO}: result: $ax_cv_check_cflags__Werror__Wunguarded_availability" >&5
+printf "%s\n" "$ax_cv_check_cflags__Werror__Wunguarded_availability" >&6; }
+if test "x$ax_cv_check_cflags__Werror__Wunguarded_availability" = xyes
+then :
+ as_fn_append CFLAGS_NODIST " -Werror=unguarded-availability"
+else $as_nop
+ :
+fi
+
+
LIPO_INTEL64_FLAGS=""
if test "${enable_universalsdk}"
then
diff --git a/configure.ac b/configure.ac
index 074e2ce3dd3024..ebc15503f069cc 100644
--- a/configure.ac
+++ b/configure.ac
@@ -2603,6 +2603,13 @@ AS_VAR_IF([ac_cv_gcc_compat], [yes], [
esac
AC_MSG_RESULT([$CC])
+ # Error on unguarded use of new symbols, which will fail at runtime for
+ # users on older versions of macOS
+ AX_CHECK_COMPILE_FLAG([-Wunguarded-availability],
+ [AS_VAR_APPEND([CFLAGS_NODIST], [" -Werror=unguarded-availability"])],
+ [],
+ [-Werror])
+
LIPO_INTEL64_FLAGS=""
if test "${enable_universalsdk}"
then
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