Top-ranked Daniil Medvedev committed 11 double-faults in falling to Stefanos Tsitsipas 7-6 (8/6), 3-6, 6-3 in Sunday's semi-finals of the ATP and WTA Cincinnati Masters.
Medvedev helped seal his own fate in the sixth game of the final set as he double-faulted four times to hand his Greek opponent to a 4-2 lead.
Tsitsipas will play for the title on Sunday against Croatian Borna Coric, who returned to an ATP Masters final for the first time in four years by defeating Britain's Cameron Norrie 6-3, 6-4.
Tsitsipas won only his third match against Medvedev after losing seven and also defeated a reigning number one player for only the second time in 12 career attempts.
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