I think I may have resolved this. It seems it just wasn't pointed to the proper spot. Which is odd cause it was a copied alias from a good working Macbook.
What was odd was the fact that I couldn't connect to the shared drive without seeing the pwd prompt upon clicking the Alias on the desktop. But I COULD access the shared drive without the pwd prompt when right clicking the selection in the keychains and choosing to "go there".
I fixed it by copying the path found in the Keychain to the shared folder, over to the Alias icon on the desktop.
Not sure why I had this problem since I've been able to copy Aliases from one mac to another before without issue. -- Photoshop these nuts in your mouth.