Complex sentence: In 1995 Caetano won a prize in a script contest which allowed him to film the short "Down Hill" ("Cuesta abajo"), his first work filmed in 35mm.
Split into simpler sentences: In 1995 Caetano won a prize in a script contest he entered. The money won allowed him to film the short "Down Hill" ("Cuesta abajo"), his first work filmed in 35mm.