Ukraine's Lesia Tsurenko won the longest women's singles tiebreak in Grand Slam history on Friday, edging Romania's Ana Bogdan in a 38-point tiebreak to win 4-6, 6-3, 7-6[18] in the third round of Wimbledon. 

The dramatic final set lasted 109 minutes and saw Tsurenko save five match points. Bogdan saved six match points before Tsurenko finally sealed the win after 3 hours and 40 minutes of play. The final set tiebreak alone lasted over 35 minutes. 

Wimbledon: Scores | Draws | Order of play

With both players physically struggling in the decisive tiebreak, Tsurenko saved a fifth and final match point at 18-17 when Bogdan pushed a forehand into the net. Two points later, Tsurenko outlasted Bogdan in a 26-shot rally to win the match and collapsed to the ground in exhaustion. 

At 3 hours and 40 minutes, the match is tied for the longest grass-court match of the season. Liudmila Samsonova and Lena Papadakis also played for 3 hours and 40 minutes in the first round of s'Hertogenbosch last month.

It is the third-longest match of the Hologic WTA Tour season. Beatriz Haddad Maia and Sara Sorribes Tormo set that mark at Roland Garros, where they locked horns for 3 hours and 51 minutes in the fourth round.

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Tsurenko's effort boosted her into her first Round of 16 at Wimbledon. She has now made the fourth round in back-to-back Slams. She is the third Ukrainian player to make the Round of 16 at Wimbledon, joining Elina Svitolina and Dayana Yastremska.

Tsurenko will face No.4 Jessica Pegula for a spot in the Wimbledon quarterfinals. The American advanced to her first Round of 16 at Wimbledon after defeating Elisabetta Cocciaretto 6-4, 6-0.

Tsurenko and Bogdan weren't the only players involved in a tiebreak-related history on Friday. Ekaterina Alexandrova defeated Madison Brengle in the first triple-tiebreak match ever at Wimbledon.