Woodgate scored the winner in Spurs' 2008 Carling Cup triumph
Tottenham centre-back Jonathan Woodgate may be forced to retire unless he undergoes surgery on his injured groin, according to Spurs boss Harry Redknapp.
The 30-year-old ex-England defender made only three appearances last season and has not played since November 2009.
"He's been all around the world, he's seen two specialists and he's going to get one more opinion," said Redknapp.
"No-one could have tried harder but he just can't find a cure for it. The operation seems a last chance."
Woodgate has managed only 64 appearances since joining Spurs from Middlesbrough for £8m in January 2008.
I love him as a player but that would be a very difficult deal financially for us
Redknapp on Lassana Diarra
The former Leeds, Newcastle and Real Madrid star has endured an injury-ravaged career and Redknapp had previously suggested the player would not be named in his 25-man squad for the 2010-11 season.
Redknapp admitted that if Woodgate does go under the knife, he will be sidelined for a considerable length of time.
"It's so sad for Jonathan, he's such a good player and a great lad as well," said the Spurs boss. "If he has the operation it's going to be quite a long time again he's going to be out for before he is fit to play.
"He's been out to Australia, he was in America, he saw a couple of specialists and they felt maybe they had got to the bottom of the problem.
"But he came back and started pre-season, and after a couple of days he had the same symptoms - it hadn't cleared up.
"Two specialists have said now that his only chance is to have the operation. Whatever it takes we'll back him 100%, we would love to see him back and we just hope he can get it sorted."
Redknapp has already bolstered his defence with the signing of William Gallas and the club are reportedly in talks with Real Madrid's holding midfielder Lassana Diarra.
Diarra, like Gallas a former Chelsea and Arsenal player and current France international, joined Redknapp at Portsmouth in 2008 before leaving for Real in a £20m deal.
Harry dismisses Crouch transfer rumours
"I love him as a player," said Redknapp. "I had him at Portsmouth and he's a quality midfielder.
"But that would be a very, very difficult deal financially for us - I'm sure he's on a big wage at Real Madrid and I don't know what they'd want for him.
"We haven't made an approach for him. To be truthful, his agent contacted my chief scout about possibilities or whatever, but we've never discussed it.
"It's gone no further than that. I think he [the agent] thinks they [Real] don't want him anymore but I think they do want him, and if [coach] Jose Mourinho wants to keep him there wouldn't be a deal."
Redknapp also dismissed speculation linking England striker Peter Crouch with a move away from White Hart Lane and denied Sevilla's Brazil forward Luis Fabiano would be joining the club.
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