Denis Shapovalov’s clay-court campaign got off to a poor start as he lost 5-7, 6-3, 6-1 to Jan-Lennard Struff in the first round of the Monte Carlo Masters on Monday.
The 20-year-old Shapovalov arrived after a good run on hard courts at the Miami Open, where he lost to Roger Federer in the semifinals.
But the Monte Carlo clay got the better of the big-hitting Canadian, seeded 15th. The unseeded German picked apart his serve, converting six of 16 break points.
Struff next faces Grigor Dimitrov of Bulgaria, who lost in the semifinals to Rafael Nadal last year.
Nadal, the defending champion, starts his bid for a record-extending 12th title on Wednesday against fellow Spaniard Roberto Bautista Agut, who won 3-6, 6-1, 6-1