Tottenham's makeshift side battled in sub-zero temperatures at RSC Olympiyskiy but conceded two late goals to lose 2-0 in the first leg of their UEFA Cup clash against Shakhtar Donetsk.
Spurs boss Harry Redknapp has other priorities, including Wembley, and the side he sent out for the last-32 tie against the Ukrainian champions held on until the 79th minute when Yevgen Seleznov headed home.
To stay alive in Europe they have to turn around a 2-0 deficit in the return leg at White Hart Lane next Thursday as Jadson added a second goal before the final whistle.
Shakhtar had a penalty shout turned down early on, then Darijo Srna had a free-kick blocked after Luis Fernandinho went over theatrically following a challenge from Jenas.
Razvan Rat volleyed over the crossbar after drifting to the far post as Shakhtar applied their early pressure.
Michael Dawson was needed to bravely block a shot from Mariusz Lewandowski and Heurelho Gomes could not get his hands on a Srna cross - but there was no Shakhtar player to apply the finish.
It took 32 minutes for Spurs to create their first effort. Dean Parrett played in Giovani dos Santos down the left but the Mexican's shot, on his first start under Redknapp, crashed into the side-netting.
Spurs almost hit Shakhtar on the break in the second period when Giovani played a ball over the top for Jenas. Redknapp's skipper on the night poked the ball past goalkeeper Andriy Pyatov but there were no team-mates around to finish off the move.
Shakhtar's first goal came with 11 minutes remaining, with substitute Seleznov glancing home a Jadson free-kick. Seleznov beat the punch of Gomes, who then needed treatment for a knock.
Jadson added the second two minutes from time, wriggling into the penalty area and finishing low into Gomes' bottom corner.
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