Complex sentence: Caitlin created and starred in the documentation-series with Condé Nast Entertainment and Glamour.com named Screw You Cancer, which won a National Magazine Honors Award ASME for excellence in new media.
Split into simpler sentences: Caitlin created and starred in the docu-series "Screw You Cancer" with Condé Nast Entertainment and Glamour.com. The series won a National Magazine Award for excellence in new media.