MacOS (10.9) hat eine alte OpenSSL Version:

$
uname -a
Darwin macbook1-plitc.local 13.0.0 Darwin Kernel Version 13.0.0: Thu Sep 19 22:22:27 PDT 2013; root:xnu-2422.1.72~6/RELEASE_X86_64 x86_64

openssl version
OpenSSL 0.9.8y 5 Feb 2013
$

Punkt 1: Homebrew installieren

$
ruby -e "$(curl -fsSL https://raw.github.com/Homebrew/homebrew/go/install)"

brew update
brew doctor
$

Punkt 2: Brew – OpenSSL installieren

$
brew install openssl

brew link openssl --force
$

Punkt 3: Brew – OpenSSL testen

$
/usr/local/bin/openssl version
OpenSSL 1.0.1e 11 Feb 2013
$

PAD-Vorlage: Mac Homebrew OpenSSL