The on-loan Manchester United goalkeeper saved out spot-kicks from Ruben Neves and Joe Hodge as Woodland emerged 4-3 winners after it had ended 1-1 in standard time.
Willy Boly scored in opposition to his previous membership to position Woodland forward however Raul Jimenez levelled after the damage in a bad-blooded come upon that noticed a mass brawl at the pitch on the finish of the penalty shoot-out, which is bound to land each golf equipment in scorching water.
Woodland are within the final 4 of a contest that they have got particular recollections in, having received it 4 instances, and now a go back to Wembley seems to be an actual chance as they are going to play Manchester United within the two-legged last-four tie.
Steve Cooper reverted to their most powerful XI, having made 10 adjustments for the FA Cup defeat at Blackpool on Saturday, and their intent to take a look at and development was once transparent from the off.
They made a colourful get started with Morgan Gibbs-White chopping again for Gustavo Scarpa, however the Brazilian may just now not get his shot proper and Wolves survived.
Woodland took a deserved lead within the 18th minute because the purpose was once made and completed through two Molineux previous boys.
Gibbs-White whipped in a deadly nook to the close to put up, which was once deflected directly to the crossbar and Boly was once readily available to poke house from shut vary.
Boly confirmed his recognize for the membership he performed for nearly 150 instances in a five-year spell through refusing to rejoice, however the remainder of the Town Flooring made up for it.
Henderson were a spectator for the hole 35 mins however the on-loan goalkeeper proved his value with two saves in as many mins to stay his facet at bay.
First, he were given down smartly to stay out Jonny’s low effort after which produced a super prevent as he stayed giant to overcome away Jimenez’s effort from 12 yards after Wolves had lower Woodland open.
An excellent higher save got here 4 mins later as Wolves started to threaten often.
They broke down the suitable and Jimenez despatched in an inviting move for Hee-Chan Hwang, however the South Korean’s first-time effort was once pawed away through Henderson.
Having weathered the hurricane earlier than the damage, Woodland regained the ascendency after the restart and had possibilities to increase their lead.
Gibbs-White picked up a free ball at the fringe of the realm and compelled Jose Sa right into a low save after which, after the previous Wolves guy jinked into the realm, his ball again was once met through Serge Aurier, whose shot was once blocked.
Woodland had been made to be apologetic about now not taking a kind of possibilities as Wolves levelled instantly within the sixty fourth minute.
They labored the ball out to the suitable and Matheus Cunha, who had most effective been on for 6 mins, put a ball throughout purpose that Jimenez may just now not pass over.
Woodland regrouped and had been inside of inches of going again in entrance as an tried cross throughout the space ricocheted off Nelson Semedo and directly to the put up.
Wolves concept they will have to have had a penalty overdue on as Emmanuel Dennis tangled with Cunha, however referee Graham Scott waved away protests, which sparked a melee between each side and earned visiting boss Julen Lopetegui a reserving.
That intended the sport ended up being made up our minds from the spot because it went to a shoot-out.
Penalty specialist Henderson got here to the fore as he made saves from Neves and Hodge to ship his facet via, earlier than unsightly scenes at the full-time whistle.