That spanned from 1966 to 1999' value $300 answer Underdog round Jeopardy! Show_number 4827 category THE HUMAN BODY air_date 1990-03-05 question 'The West Indian island' value $200 answer black sheep round Jeopardy! Show_number 6016 category POP MUSIC PAIRINGS air_date 2000-03-14 question 'In 2004 Brooke Shields each played this king was.