Can you sync iPods with Windows Media Player?
The iPod line can play several audio file formats including MP3, AAC/M4A, Protected AAC (M4P), AIFF, WAV, Audible audiobook (AA and AAX), and Apple Lossless (M4A).
However, Windows Media Player doesn't natively support AIFF, DRM-free AA and AAX. In addition, it cannot decode DRM-ed audio files like M4P, AA and AAX.
To play iPod music files on Windows Media Player, you can install some 3rd-party codec packs like K-Lite Codec Pack. Another solution is to convert those music files to WMP supported format using some audio converters like HD Video Converter Factory Pro, Audacity, etc.