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Portsmouth Will Beat Milan - Redknapp

English Premier League clubs have had serious joy in the Champions League over the last few years, but perhaps Portsmouth's UEFA Cup adventure will be the true test of the league's strength.

English clubs are a tad hit-and-miss as far as Europe's other major club competition is concerned.

Everton and Tottenham Hotspur were eliminated in the Round of 16 last term, despite both having high hopes of lifting the silverware.

This term, the Toffees didn't even make the group stages, With FA Cup winners Pompey flying the English flag alongside Fair Play entrants Manchester City and Spurs, then Carling Cup holders.

The three entrants are entirely unpredictable, although Pompey are probably the best specimen as they're the only side out of the three not to invest freakish amounts of money over too-short a period of time.

Milan, meanwhile, have the squad and history of Champions League challengers, much less contenders. Thus, it'll be a bizarre mis-match which could be telling in terms of comparing the Italian and English games.

In any case, Harry Redknapp is backing his old charges - who he has left somewhat in the lurch twice as a manager - to pull off a major shock by ripping the Rossoneri to shreds.

The notorious gambler told The Sun: "I’m tipping a Portsmouth win.

"Milan have great players in Ronaldinho, Kaka and Andriy Shevchenko. However, they’ve got a lot of games coming up, so Carlo Ancelotti might mix it up.

"Whoever he picks, though, Milan are going to get a bit of a shock.

"I’d love Portsmouth to be a success under Tony Adams and there will be a cracking atmosphere on Thursday.

"It’s particularly good for tremendous professionals like David James, who probably thought they wouldn’t get another crack at Europe."

Greg Ptolomey,