diff --git a/appveyor.yml b/appveyor.yml
index 8e7b0fcb715..190627790a6 100644
--- a/appveyor.yml
+++ b/appveyor.yml
@@ -2,6 +2,9 @@ version: build-{build}~branch-{branch}
 
 clone_depth: 1
 
+environment:
+  OPENSSL_ROOT_DIR: C:/OpenSSL-v32-Win64
+
 build_script:
   # dump some system info
   - echo  processor='%PROCESSOR_IDENTIFIER%' , processor count= %NUMBER_OF_PROCESSORS%
@@ -15,14 +18,15 @@ build_script:
   - mkdir _build
   - cd _build
   - set BUILD_TYPE=MinSizeRel
+  - set PATH=%OPENSSL_ROOT_DIR%;%PATH%
   - set GENERATOR=-GNinja
   - call "C:\Program Files\Microsoft Visual Studio\2022\Community\VC\Auxiliary\Build\vcvars64.bat"
-  - cmake -E time cmake %GENERATOR% .. -DCMAKE_BUILD_TYPE=%BUILD_TYPE% -DMYSQL_MAINTAINER_MODE=ERR -DFAST_BUILD=1 -DBISON_EXECUTABLE=C:\cygwin64\bin\bison.exe -DPLUGIN_PERFSCHEMA=NO -DPLUGIN_FEEDBACK=NO
+  - cmake -E time cmake %GENERATOR% .. -DWITH_SSL=system -DHAVE_OPENSSL_APPLINK_C=1 -DOPENSSL_ROOT_DIR=%OPENSSL_ROOT_DIR% -DCMAKE_BUILD_TYPE=%BUILD_TYPE% -DMYSQL_MAINTAINER_MODE=ERR -DFAST_BUILD=1 -DBISON_EXECUTABLE=C:\cygwin64\bin\bison.exe -DPLUGIN_PERFSCHEMA=NO -DPLUGIN_FEEDBACK=NO
   - set /A jobs=2*%NUMBER_OF_PROCESSORS%
   - cmake -E time cmake --build . -j %jobs% --config %BUILD_TYPE% --target minbuild
 
 test_script:
-  - set PATH=C:\Strawberry\perl\bin;%PATH%;C:\Program Files (x86)\Windows Kits\10\Debuggers\x64
+  - set PATH=C:\Strawberry\perl\bin;%OPENSSL_ROOT_DIR%;%PATH%;C:\Program Files (x86)\Windows Kits\10\Debuggers\x64
   - cd %APPVEYOR_BUILD_FOLDER%\_build\mysql-test
   - set /A parallel=4*%NUMBER_OF_PROCESSORS%
   - perl mysql-test-run.pl --force --max-test-fail=10 --retry=2 --parallel=%parallel% --testcase-timeout=4 --suite=main  --skip-test-list=%APPVEYOR_BUILD_FOLDER%\win\appveyor_skip_tests.txt --mysqld=--loose-innodb-flush-log-at-trx-commit=2
diff --git a/mysql-test/suite/innodb/r/temp_truncate_freed.result b/mysql-test/suite/innodb/r/temp_truncate_freed.result
new file mode 100644
index 00000000000..1ec26d6ada3
--- /dev/null
+++ b/mysql-test/suite/innodb/r/temp_truncate_freed.result
@@ -0,0 +1,11 @@
+set @old_innodb_buffer_pool_size = @@innodb_buffer_pool_size;
+set @old_immediate_scrub_data_val= @@innodb_immediate_scrub_data_uncompressed;
+SET GLOBAL innodb_immediate_scrub_data_uncompressed=1;
+SET GLOBAL innodb_buffer_pool_size= 16777216;
+CREATE TEMPORARY TABLE t1(c1 MEDIUMTEXT) ENGINE=InnoDB;
+INSERT INTO t1 VALUES (repeat(1,16777215));
+DROP TEMPORARY TABLE t1;
+SET GLOBAL innodb_truncate_temporary_tablespace_now=1;
+SET GLOBAL innodb_buffer_pool_size=10485760;
+set global innodb_buffer_pool_size = @old_innodb_buffer_pool_size;
+set global innodb_immediate_scrub_data_uncompressed = @old_immediate_scrub_data_val;
diff --git a/mysql-test/suite/innodb/t/temp_truncate_freed.test b/mysql-test/suite/innodb/t/temp_truncate_freed.test
new file mode 100644
index 00000000000..d0a6b5fedf1
--- /dev/null
+++ b/mysql-test/suite/innodb/t/temp_truncate_freed.test
@@ -0,0 +1,25 @@
+--source include/have_innodb.inc
+
+set @old_innodb_buffer_pool_size = @@innodb_buffer_pool_size;
+set @old_immediate_scrub_data_val= @@innodb_immediate_scrub_data_uncompressed;
+
+SET GLOBAL innodb_immediate_scrub_data_uncompressed=1;
+SET GLOBAL innodb_buffer_pool_size= 16777216;
+
+CREATE TEMPORARY TABLE t1(c1 MEDIUMTEXT) ENGINE=InnoDB;
+INSERT INTO t1 VALUES (repeat(1,16777215));
+DROP TEMPORARY TABLE t1;
+SET GLOBAL innodb_truncate_temporary_tablespace_now=1;
+
+let $wait_timeout = 180;
+let $wait_condition =
+  SELECT SUBSTR(variable_value, 1, 30) = 'Completed resizing buffer pool'
+  FROM information_schema.global_status
+  WHERE LOWER(variable_name) = 'innodb_buffer_pool_resize_status';
+
+SET GLOBAL innodb_buffer_pool_size=10485760;
+--source include/wait_condition.inc
+
+set global innodb_buffer_pool_size = @old_innodb_buffer_pool_size;
+set global innodb_immediate_scrub_data_uncompressed = @old_immediate_scrub_data_val;
+--source include/wait_condition.inc
diff --git a/storage/innobase/fsp/fsp0fsp.cc b/storage/innobase/fsp/fsp0fsp.cc
index 1793ff44a2c..9555f0e6cfc 100644
--- a/storage/innobase/fsp/fsp0fsp.cc
+++ b/storage/innobase/fsp/fsp0fsp.cc
@@ -3714,7 +3714,7 @@ inline void fil_space_t::clear_freed_ranges(uint32_t threshold)
   {
     if (range.first >= threshold)
       continue;
-    else if (range.last > threshold)
+    else if (range.last >= threshold)
     {
       range_t new_range{range.first, threshold - 1};
       current_ranges.add_range(new_range);