How to test MS Word Marco and PDF files.

I have a Macro enabled MS Word document and I want to test it with SpecFlow.  What is the best way to do this?

The tests would involve opening the Word document and interacting with a dialog box.  The test would need to read and assert the text of messages displayed on the dialog box.

The tests would also need to read and assert the content of new PDF files created by the Macro.