Weird that they didn't include the first game, but a prequel and the second game. Either way I'll play them. Have you? Which would you recommend I start with?
Correct order is release order.
Handsome Jack was introduced as a character in BL2, then his story expanded upon with TPS, which is at least part of why the Handsome Collection doesn't include 1. I don't know why there isn't a collection that DOES, though.