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Arthur and the Big Riddle
From Arthur Wiki
"Arthur and the Big Riddle" is the first half of the 1st episode of season 5 of the animated children's series Arthur. It originally aired on September 4th, 2000.
Plot
Arthur goes on the TV game show Riddle Quest against a really smart contestant. In the final round, Arthur must decide between winning and his friends. Alex Trebek guest stars as Riddle Quest host Alex Lebek.