Austin Riley (later pick) > Ian Desmond. No way I give up a pick for anybody left on the market.
For every Austin Riley (who may not even make it of course) there's plenty more who don't even make the bigs.
In fact, let's play a game.
in 2012, only 4 of the 35 picks in the 2nd round have made it to the bigs,
In 2011 only 10 out of 30 picks made it to the bigs
In 2010 only 15 out of 32 picks made it to the bigs
In 2009 only 14 out of 31 picks made it to the bigs
In 2008 only 16 out of 31 picks made it to the bigs
In those 5 years, you see 59 out of 159 picks make the bigs, Which is about a 40% chance of a pick making it to the bigs at all.
And it's not like the performance of most of those picks were super good
2012'shighest WAR so far was Alex Wood 2011's was Brad Wood 2010 was Tron, 2009 was Kipnis, 2008 was Tyson Ross
Some of those guys hold value (Wood and Tron) some of them held none.
A better assessment of value was done where they figured out the estimated WAR by pick position based on performance while under team control. What they found was late first and early second round picks were worth about 1.5-2.5 fWAR. So do you think we can sign Desmond and get that much value for him? The answer is clearly yes. Now when I say sign Desmond I odn't mean to a 1 year deal, i mean to a pretty friendly 4 year deal. Like 4/45. Or something like that. All Desmond has to do to be worth more than that pick and his salary is produce a WAR around 9 for his whole deal. Which isn't a slam dunk, but considering he worth 17.4 fWAR over 6 seasons, there's a pretty good chance he could be worth it.
My only flag with him is 2014 and 2015 showed a huge increase in K rate, he needs to get that back to the low 20s to really be worth it for anyone he signs for.