diff --git a/CHANGELOG.md b/CHANGELOG.md
index 8f4d59c..fafee7d 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,3 +1,6 @@
+### Version 1.5.3: Compiler compatibility
+This version fixes older AppleClang compilers by removing the optimization for casting. The minimum version of Boost Optional supported has been clarified to be 1.58.
+
 ### Version 1.5.2: LICENSE in single header mode
 
 This is a quick patch release that makes LICENSE part of the single header file, making it easier to include. Minor cleanup from codacy. No significant code changes from 1.5.1.
diff --git a/include/CLI/Optional.hpp b/include/CLI/Optional.hpp
index 04f710b..88044e9 100644
--- a/include/CLI/Optional.hpp
+++ b/include/CLI/Optional.hpp
@@ -21,8 +21,11 @@
 #endif
 
 #if __has_include(<boost/optional.hpp>) && !defined(CLI11_BOOST_OPTIONAL)
+#include <boost/version.hpp>
+#if BOOST_VERSION >= 105800
 #define CLI11_BOOST_OPTIONAL
 #endif
+#endif
 
 #endif
 
diff --git a/tests/CMakeLists.txt b/tests/CMakeLists.txt
index 4c191fc..bb592ab 100644
--- a/tests/CMakeLists.txt
+++ b/tests/CMakeLists.txt
@@ -72,7 +72,7 @@ file(WRITE "${PROJECT_BINARY_DIR}/CTestCustom.cmake"
     )
 
 # Add boost to test boost::optional if available
-find_package(Boost 1.35)
+find_package(Boost 1.58)
 if(Boost_FOUND)
     target_link_libraries(informational PUBLIC Boost::boost)
     target_link_libraries(OptionalTest PUBLIC Boost::boost)