Matej Mohoric posted his first stage win in the Tour de France on Friday following a long breakaway in the race's longest stage.
The 249-kilometre (155-mile) hilly trek from Vierzon to Le Creusot in the seventh stage was the longest in 21 years.
Mohoric was part of a group that formed more than 200 kilometres before the finish line. He went solo in the stage's finale, using a tough climb to drop his remaining breakaway companions and reach the finish line in Le Creusot alone.
Mathieu van der Poel looked exhausted when he crossed 1 minute, 40 seconds behind. He kept the race leader's yellow jersey with a 30-second advantage over Wout van Aert.
"It was 250 kilometres full gas," Van der Poel said. "It went really fast and we managed to break away with a really strong group, it was really hard. I went to the limit to keep this jersey, which is really special."
Defending champion Tadej Pogacar could not get into the breakaway and rode at the back with several other top contenders. Pogacar lost more than five minutes and dropped to fifth overall, 3:43 off the pace.
The day's biggest loser was last year's runner-up, Primoz Roglic, who crashed earlier in the race. Roglic did not recover and struggled in the climb on Friday. He managed to get to the finish with a deficit exceeding nine minutes and his hopes of winning the three-week race are effectively over.
Roglic will now likely abandon the Jumbo-Visma leadership and work in support of Van Aert.
Mohoric, who rides for the Bahrain Victorious team, has now posted stage wins at all three Grand Tours. He seized the best climber's polka-dot jersey.
The strong headwind made it difficult for riders on the attack to jump out of the pack in the early stages. After many unsuccessful attempts, a group of 29 competitors including Van der Poel and Van Aert managed to break away.
Pogacar's UAE Team Emirates teammates were caught off guard. When they finally moved to the front of the peloton to organize the chase, it was already too late. They tried to set up a sustained tempo but were left to do all the work as rival teams did not move.
The leading group collaborated well and quickly built a one-minute lead. Van der Poel took long turns at the front of a bunch which included former Grand Tours champions -- Vincenzo Nibali and Simon Yates -- and 10 former Tour stage winners. They rode at an impressive average speed of more than 51 kph in the first hour of racing and the time gap gradually increased to reach more than 6:30 with 90 kilometers left.
Behind them, the peloton upped the pace with more teams working at the front and the gap started to decrease when Mohoric and Brent Van Moer dropped their breakaway companions.
With 78 kilometres to go, the pair created a consistent gap as previously effective cooperation in the group including Van Aert and Van der Poel made way for a series of disorganized attacks. Mahoric went solo in the tough climb of the Signal d'Uchon, an ascent with an average gradient of 11.5% in its last 1,500 metres.
The Slovenian rider crossed first at the top and prolonged his impressive effort until the finish line.
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