ITunes not Syncing Lossless files to iPod?

Itunes not syncing Apple Lossless files to iPod?
I had a couple FLAC encoded CD's, and i recoded them into Apple Lossless using dBpoweramp.
These Apple Lossless files load perfectly into iTunes (Playable)
But no matter what I do, I can't get iTunes to put the files onto my iPod. But from what I've seen, my iPod should support these files! (I tagged all the lossless files with a unique Artist name, and told iTunes to only sync that Artist. Even then it wouldn't sync.)
Ipod Classic 6th gen 120 gb, Software version 2.0.1
iTunes version 9.0.1.8
Using Windows 7 RC 64-bit
How do I get this to work?

Same problem here, same application versions. I'm trying to get them to sync to an iPhone but it doesn't actually sycnc. They play without issue in iTunes. I converted them from flac to Apple lossless using dbpoweramp.
Any suggestions would be helpfull

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