http://bugs.winehq.org/show_bug.cgi?id=30598
--- Comment #15 from Ilya Loginov isloginov@gmail.com 2012-05-09 13:08:09 CDT --- There is no surprising that Play on Linux's version of wine 1.4 works.
PoL disribute wine as precompiled with openssl 0.9.8 tarball:
$ tar -tf PlayOnLinux-wine-1.4-linux-x86.pol | grep ssl wineversion/1.4/lib/libssl.so wineversion/1.4/lib/libssl.so.0.9.8
P.S. I had thought that PoL's wine is statically linked.