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Rafael Nadal Is Stunned by 18-Year-Old Canadian in Montreal

MONTREAL — Top-seeded Rafael Nadal was upset by the Canadian teenager Denis Shapovalov, 3-6, 6-4, 7-6 (4), in the third round of the Rogers Cup on Thursday night.

The 18-year-old Shapovalov, from Richmond Hill, Ontario, advanced to a quarterfinal meeting Friday night with Adrian Mannarino of France, who defeated Hyeon Chung of South Korea 6-3, 6-3.

Shapovalov has taken major strides this week to reach his goal of cracking the world’s top 100 with wins over Rogerio Dutra Silva and the 2009 United States Open champion Juan Martin del Potro. Shapovalov also halted Nadal’s bid to regain the No.