diff --git a/Mk/bsd.ruby.mk b/Mk/bsd.ruby.mk
index 5b73fa728545..aff6f5ad6609 100644
--- a/Mk/bsd.ruby.mk
+++ b/Mk/bsd.ruby.mk
@@ -173,7 +173,7 @@ RUBY?=			${LOCALBASE}/bin/${RUBY_NAME}
 RUBY_RELVERSION=	1.8.7
 RUBY_PORTREVISION=	0
 RUBY_PORTEPOCH=		1
-RUBY_PATCHLEVEL=	302
+RUBY_PATCHLEVEL=	352
 
 .  if ${RUBY_PATCHLEVEL} == 0
 RUBY_VERSION?=		${RUBY_RELVERSION}
diff --git a/lang/ruby18/distinfo b/lang/ruby18/distinfo
index 91c02c014194..8d6bea68c765 100644
--- a/lang/ruby18/distinfo
+++ b/lang/ruby18/distinfo
@@ -1,2 +1,2 @@
-SHA256 (ruby/ruby-1.8.7-p302.tar.bz2) = 3537cc81cc2378a2bc319cd16c4237ddee14a2839cfd1515b27dce108d061a68
-SIZE (ruby/ruby-1.8.7-p302.tar.bz2) = 4184764
+SHA256 (ruby/ruby-1.8.7-p352.tar.bz2) = 9df4e9108387f7d24a6ab8950984d0c0f8cdbc1dad63194e744f1a176d1c5576
+SIZE (ruby/ruby-1.8.7-p352.tar.bz2) = 4207576
diff --git a/lang/ruby18/pkg-plist b/lang/ruby18/pkg-plist
index 2116d169a128..84fdc0b7483b 100644
--- a/lang/ruby18/pkg-plist
+++ b/lang/ruby18/pkg-plist
@@ -391,6 +391,7 @@ lib/lib%%RUBY_NAME%%.so.%%RUBY_SHLIBVER%%
 %%RUBY_LIBDIR%%/openssl/bn.rb
 %%RUBY_LIBDIR%%/openssl/buffering.rb
 %%RUBY_LIBDIR%%/openssl/cipher.rb
+%%RUBY_LIBDIR%%/openssl/config.rb
 %%RUBY_LIBDIR%%/openssl/digest.rb
 %%RUBY_LIBDIR%%/openssl/pkcs7.rb
 %%RUBY_LIBDIR%%/openssl/ssl.rb