have you try clear the browser cache?
How do I clear my web browser's cache, cookies, and history?[
^]
Another alternative is to add a random querystring to the link to the pdf.
Let said the link to PDF document is /document?id=2, the new link should be /document?id=2&r=79834234 , /document?id=2&r=987987897
That case the silly browser will think those are two different request instead of pulling it from the cache.