The mouthwatering clash will be played at Wembley Stadium with Spurs only two points behind the league leaders, meaning a victory could take the London club above Pep Guardiola's men.
Although they struggled against the 'Citizens' last season, Jenas, writing in 'MailOnline' said that Tottenham will be best served sticking to the style that saw them come up short against the Premier League champions last campaign.
Jenas wrote, ''''player for player you would imagine Manchester City would beat Tottenham on Monday night at Wembley, even though there are signs that Spurs' best Premier League form is returning.
''Harry Winks has been excellent and Eric Dier, who looked to be in a dark place form-wise, was immense for England against Spain and has continued to play like that since. Eriksen is back and was outstanding against PSV.
''The problem for Mauricio Pochettino is whether they continue to play their pressing game against a City side who might be the best in Europe in transition from defence to attack. My gut feeling is that he will have to keep the faith, even though it didn't work out in these fixtures last season — when City won 4-1 and 3-1.
''Of course they'll have to be smart and press intermittently, when it suits them, rather than constantly leave themselves exposed. But when you look at the times City have looked vulnerable — against Monaco in 2017, Liverpool last season, against Lyon this season — it's been when teams have put them under pressure. There aren't many teams that sit back and beat City.
''The problem for Spurs is that City are so prolific in wide areas with Riyad Mahrez added as a threat to Leroy Sane and Raheem Sterling.
Ben Davies and Kieran Trippier are fine players and we all recognise Trippier's strengths in delivery and getting forward. But as defenders, Danny Rose and Kyle Walker were stronger and with Walker's departure to City, that's a problem.
''If Davies and Trippier are pushing on, that will leave plenty of space in which Sterling and Mahrez can play, which could decide the game.''