You should be able to play on a Mac with an original CD or a torrent download of the original Battle.net edition. I think I tried War2Combat on my Hackintosh at one point but it didn't work. However, I have had luck with Linux (Debian) and Wine but there were a few minor problems. The chat screen is mostly black and I was unable to change a few settings when trying to create a game. All messages and usernames in chat are clearly visible though. I was able to join games and everything seems to look and work fine outside of the bnet interface. Your best bet is to try Wine on the Mac. You may have different results but it's worth a try. A VM isn't a bad idea either.