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Opening Office documents prompting for authentication

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Windows Server 2008 R2 (RDS)

Office 2010 SP2

Internet Explorer 8

Logging into an external website and attempting to download Office documents, users are met with an authentication prompt, if they enter credentials (no mention of what its trying to authenticate to) it continues to prompt, if the users click Cancel the Office document opens successfully.

Things that have been tried:

  • Making the external site a Trusted Site
  • Reset the IE Security Settings
  • Disable "Open files based on content, not file extension

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