Can't add attachment to Email. Instead the trail of folder to pdf appears instead

When trying to add an attachment to an Email a hierarchy of folders "/Users/barbaraknowles/Desktop/Personal/Family/Christopher/Joyce Edward-Christopher pp.pdf" shows up when I only want the pdf "Christopher/Joyce Edward-Christopher pp.pdf". And when I send it to myself to see if it really is there, it is not.

I can only provide general troubleshooting advice, as I don't use any of those applications for email myself.
Verify/repair your disk first (not just permissions), as described here:
The Repair functions of Disk Utility: what's it all about?
This could be a Launch Services issue. The following article describes how to manually reset Launch Services -- the notes at the bottom of the article also provide information about the side effects of deleting each of the files involved:
Resetting Launch Services
If you prefer using a cache cleaning utility instead of following the manual procedure described in the previous article, this other article provides links to some utilities that can be used for troubleshooting and cache cleaning:
Resolving Disk, Permission, and Cache Corruption
In addition to the utilities mentioned there, you may also want to consider OnyX, or Cache Out X, which are free. Whatever utility you choose, be sure to read this first:
Side effects of System cache cleaning
As an example, this is how you should proceed with OnyX:
1. Quit all applications.
2. Launch OnyX and enter your administrator password.
3. Click Maintenance. In the Reset section, check LaunchServices database.
4. You may uncheck any other pre-checked options if you wish.
5. Click the Execute button.
6. Restart the computer.

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