Boro lost 3-1 after extra-time and the next day South African-born schemer Craig Johnston travelled to Anfield to discuss a £750,000 move.
Boro failed to kill off Wolves at Ayresome when they looked the better side after Terry Cochrane's equaliser and the match finished 1-1.
The replay was a tough struggle for both sides.
Bosco Jankovic scored after five minutes but the 'goal' was ruled offside.
Boro went behind on 11 minutes Mel Eves headed in a rebound from the post.
Wayne Clarke first fired against the bar and then the post as Wolves took control.
Boro levelled on 71 minutes as David Hodgson scored from a Jankovic cross.
Boro looked confident going into extra time, but Wolves scored out of the blue on 97 minutes when the unmarked John Richards drilled home from inside the box.
Wolves wrapped it up two minutes from time as substitute striker Norman Bell streaked through to rifled home a low shot past Platt.
MIDDLESBROUGH: Jim Platt, Irving Nattrass; Ian Bailey; Craig Johnston; Billy Ashcroft; Tony McAndrew; Terry Cochrane (David Shearer); Mark Proctor; David Hodgson; Bosco Jankovic; David Armstrong.
Craig Johnston was arguably the first Australian to make a major impact in the English game. I say "arguably", because although he refered to himself as Australian, he was born 25 June 1960 in Johannesburg, South Africa.
Johnston overcame an appalling bout of osteomyelitis in his childhood (doctors had suggested an amputation of his leg but his mother refused) and as he grew up found he could play football to a good standard learning his trade at Lake Macquarie and Sydney City.
At the age of 15 he wrote off to a long list of English clubs asking for a trial.
Only one replied and invited him over, so Johnston's parents lived their son's dream and sold their house to fund his ticket to Teesside where he would train and play with Middlesbrough, managed by Jack Charlton.
He was offered a youth contract after the trial proved successful and then made his first-team debut against Everton while still a teenager, his league debut came on the 4 February 1978 in a 2-1 victory over Birmingham City at St Andrews, his first goal also came in '78 in the 2-1 league defeat to West Ham United at Ayresome Park.
On the 3 April 1981, aged 20, Johnston was bought by Liverpool manager Bob Paisley for £650,000, he had played just 64 league games for Middlesbrough, scoring 16 goals in a four-season period.
What is he doing now ...
On the 3rd November 2007 after England's defeat to Croatia, He famously appeared on Sky sports and gave a discourse on the reasons for the poor state of English football.