Newest movie purchase won't play/sync on iPod3rdGen

I just downloaded a movie that came out today. My ipod refuses to play it - iTunes won't even transfer it to back it up. When I downloaded trailers of this movie on my ipod in the past it said they couldn't be played, but I figured it was a glitch.
Every other movie I've purchased works, including ones I've added myself. This movie is the exact same file as the others. Why isn't iPod playing it's own format?! Is it because it's HD? Is it my iPod? I just updated it. It's a 3rd gen, the one they had right before the release of the 4th with the camera.
Am I supposed to upgrate iTunes? It works fine on iTunes. I payed 20$ for this movie on itunes for the purpouse of having it on my iPod. Is this another Apple bug they need to fix? Am I expected to buy the newest iPod or an iPad?! Either way it's extremely frustrating.
Is anyone else having this problem with the newer releases?

Thank you! Thing is I've purchased HD tv shows in the past and they've worked, so this threw me off. Luckily the non-HD one is downloaded along with it so I'm hoping that'll fix the issue. So I'll see how that goes.

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