I have upgraded my Itunes to a Windows 8 Computer but now movies will not upload to my video ipod

Hi, Firstly thanks for clicking on to read this!!
I have been using an oldish computer for years for my Itunes, and having just purchased a Samsung touch screen computer with Windows 8 I have transfered all my Itunes over to the new computer.
All the music works fine and I have it all stored on a Passport usb drive to avoid 'clogging' up the new computer.
HOWEVER non of my videos or movies will now Sync to my video ipod. I just get the following message... "The videos were not copied to the ipod because they can not be played on this ipod".
I have already tried the following...
1) Not using the Passport and importing it all on to the computer hard drive....... Same message comes up.
2) Highlighting the TV shows and movies and going to file 'create ipod version' ... but this is greyed out and can not be selected.
I have tried re-downloading TV shows on the new computer however that will take AGES!!! (slow connection from Itunes when re-downloading ... 1 episode of bones takes about 4 hours and I have about 50 different series of various shows)... They did however sync to the ipod.
If I re-plug my ipod into the old computer and use my itunes though the passport again IT DOES WORK AND EVERY THING SYNCS!!!... thus I dont think the actual Ipod is faulty!!!!
Is this just an update that Apple are dragging their feet with (or not even bothering with).
Thanks for any advice or help you may be able to offer me.
Andy

There's no reason that upgrading from Lion to Mountain Lion would make this application work.  I've looked up Music PadPro.  I don't know much about it, but it looks pretty old.  Here are the requirements:
Macintosh G4 or higher processor running Mac OS X Version 10.2.6 (minimum),
Mac OS X Version 10.3.2 (recommended), or Mac OS X Version 10.4.2.
Looking at that, I would guess that the application would require a PowerPC processor.  After the release of the Intel machines back in 2006, Apple included something called Rosetta within OS X.  This allowed programs developed for the older architecture (PowerPC) to run on the newer Intel machines.  The reason for this was to give developers some time to upgrade their applications to run natively on Intel processors.  It was only with the introduction of Lion that Apple pulled Rosetta from their OS.  They had basically given developers about five years to upgrade their applications.  Unfortunately, in your case, the developer went belly up.  You can always install an older version of the OS on either a separate partition or an external drive and you can run your program from there.

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