Tottenham are ready to bid for Luke Shaw should they fail to lure Fabio Coentrao to White Hart Lane, reports the Evening Standard.
The Southampton starlet has been linked with a plethora of clubs since emerging on the scene at St Mary's last season.
Shaw, 18, is considered one of England's brightest prospects and the likes of Chelsea and Manchester United have been credited with an interest.
Tottenham are the latest club to be linked with the England under-21 international, who despite a £100m spending spree in the summer, are short of a natural left-back.
Real Madrid left-back Coentrao is believed to top Andre Villas-Boas' list, but Spurs face strong competition from Manchester United for the Portuguese's signature.
And AVB has already lined up Shaw as his back up target should the Coentrao opts to join David Moyes at Old Trafford.
However, convincing Southampton to part ways with their latest academy gem won't be easy. The Evening Standard reports that Saints won't consider anything less than £10m for the 18-year-old.
It wouldn't be the first time Tottenham have stolen a star left-back from Southampton.
Gareth Bale joined Spurs in 2007 and famously went on to become the most expensive player in history when he was sold to Real Madrid for £86m in the summer.