Acrobat Pro V8 problem with rotating PDFs

I have CS3 suite with Acrobat Pro V8.1.2 running on OSX 10.5.4.
I rotate PDFs for our printer (photographic Lightjet430 laser printer using postershop) it saves time, and it also makes things easier for us in general.
Now I sometimes rip the PDFs into photoshop, this is where my problem starts.
If a PDF say 500mm wide X 2000mm high is rotated in Acrobat and re-saved so now 2000w X 500h. If I open this in Photoshop it shows me a preview as 2000wx500h BUT the size is reported as 500w X 2000h. If you then rip this PDF it will rip as 500mm wide X 125mm high (Wrong). The only way around this is to rotate this PDF back to 500w X 2000h then rip again and it will then rip as 500x2000.
Now if I get this PDF and rotate using OSXs Preview, it will work. I open the PDF that I rotated in Preview and photoshop will show and tell me that it is 2000Wx500H and it rips as 2000x500.
I have 7 other Macs with the same setup and they all do the same thing. I got a friend on a PC using XP and Acrobat 8.1.2 and it also did the same thing.
Using another PDF program on his PC made it work.
Now for some reason the Newer version of PosterShop 7.1 (wasn't a problem with Postershop 6.5) is doing strange things with PDFs rotated in Acrobat Pro V8.1.2. A PDF rotated in Acrobat to a Landscape will open as a Portrait. Leave the PDF as a Portrait and it will open as a Portrait. Now rotate the same file using Preview to a Landscape and Postershop will open it as a Landscape.
Its like something in the PDF is not being changed to say its rotated, so both Photoshop and postershop get it wrong. Now the problems in Postershop may not be related, but even Photoshop is seeing this and ripping it wrong.
Is there any thing I could try?
I have got the rest of the team using Preview atm to rotate files for now.
Thank you.

My biggest issue GKaiseril is that this is something developed at a higher level than my department. You can find the Fillable PDF and Excel conversion spreadsheet at : www.dodprocurementtoolbox.com. I am not apart of the development team, just apart of a property team trying to get our attachment right. This has been an ongoing issue we've tried to resolve for a while now. The solution I posted above makes the file work, but I don't know if its a "solution" or a temp fix. If I can figure out what the actual issue is, I can suggest an actual fix to the machine or process.

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