Files failed to sync

Just began trying to use the cloud services that come with Adobe Premiere.  Was able to sync some smaller files; a 35MB mp4 file, and a Premiere program file of 70MB.  When I've tried to upload large movie files, it fails to sync after about an hour.  I've read all the breakdowns on the site.  I'm not using the wrong type of symbols.  I've turned the sync off then on.  I've even gone over this all with someone on 'chat' and they kept pointing me in directions I had already tried.  Any help would be appreciated.
     -I'm using a Mac OSX 10.9.3.  Everything is up to date. 
     -The large mp4 files are just under 2GB.
     -They already worked on Dropbox but I've quickly run out of room which is why I was hoping to move to CC.
Thanks,
Wayne

Hi Doctor Dynomyte,
Could you send your log file to [email protected]?
On a Mac: in Finder, choose 'Go' menu, 'Go to Folder...', and copy and paste this into the text box: ~/Library/Application Support/Adobe/CoreSync/
On Windows: open Start menu, and copy and paste this into the search field at the bottom of the Start menu: %APPDATA%\Adobe\CoreSync
You should see one or more files called something like "CoreSync-2014-06-26.log". Please send the file for the day when you were unable to upload your file.
Thanks and regards,
Ben

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    It gets so far and then says "attempting to copy to the disk yyyyyy failed. The disc could not be read from or written to.
    However it is NOT an iPod problem. The same iPod will sync fine with iTunes on a windows PC and a Shuffle suffers the same problem with this MacBook Pro.
    TIA
    Dermot
    iPOD shuffle   Mac OS X (10.4.9)  

    What do you mean by old files?   If I am cleaning up a variety of unwanted items I usually put them all into a folder and delete the folder.   Are you talking about Time Machine records?   If so, be very careful how you delete them.

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