Complex sentence: In 1959 he produced a record called "Songs of Murray Bay," which teased that summer resort town on the St. Lawrence, which was widely popular locally and (at 22) caught the interest of Cambridge-based musical satirist Tom Lehrer.
Split into simpler sentences: In 1959 he produced a record called "Songs of Murray Bay," which made fun of a summer resort town on the St. Lawrence, which was widely popular locally. Because of this song Choquette, at age 22, caught the interest of Cambridge-based musical satirist Tom Lehrer.