Unlikely. If we can get two 2nds, we'll have done well.
Hell, I'd take two 2nds, especially if one of them was decent. 2, 1st round picks and 4, 2nd round picks over the next two years, yes please.
Turn 2 of those 2nd round picks + Johnson into Muzzin's defense partner, IE a Manson or a Weegar, sign Tanev as a free agent to play with Reilly and Borowiecki to play with Lehtonen / Sandin and actually make selections in the 1st two rounds of the 2020 and 2021 NHL Drafts....
Or
Turn a 1st, 2nd and Johnson into Parayko to play with Reilly, sign Demelo or Savard as an FA to play with Manson, still add Borowiecki or Gudas to play with Lehtonen / Sandin and still draft 4 times in the first two rounds over the next two years...
I take two 2nd round picks, make my defense core much better, add 2 players to my prospect pool over the next two years (plus whatever you get for Dermott and Holl) via trade. I think you get middle round pick for Holl, and you can probably flip Dermott for a decent bottom 6 forward prospect on an ELC, who figures to contribute (much like Hallender) in your bottom 6 by 2021.