Upload & Sell: On
Welcome to FM.
It's been a while since I've used a 1.6x CF camera, and I've never used any of the gear listed in your poll, but I have a ton of Canon gear, and I also have an opinion.
I suggest you go for option two. Based on what I've read, the 15-85mm is a fine lens. It will provide both extra reach and also a wider perspective. Getting a decent flash like the 430EX II (mine are 580EX and 600EX variants) will provide a new capability, as well as opening a new realm for learning; bounce flash, off-camera flash, second shutter synch, and etc.
OTOH, either way, you'll probably end up getting a fast prime and longer telephoto capability, too. The timing is up to you.
P.S. I'm the foosball king, or at least I was in 1979