Piece of cake -- however not the greatest device to watch any type of video on. But.... that said, check out Handbrake. An open source tool for ripping a DVD into a number of formats. There are presets for all types of IPods. Check out
http://handbrake.fr/
I would personally wait a month and see what announcements are forthcoming from MacWorld. Probably nothing since this line is so new, but a couple of weeks won't be a big deal.