With running a 64 bit OS and a 32 bit office the reg settings need to be added in a bit diffrent place under win6432 as below.

[HKEY_LOCAL_MACHINE\SOFTWARE\Wow6432Node\Microsoft\ Exchange\Client\Options]
"DumpsterAlwaysOn"=dword:00000001

I have this set and it is working.

If your are using 32 OS and 32 Office or 64 OS and 64 Office you would use.

[HKEY_LOCAL_MACHINE\SOFTWARE\Microsoft\Exchange\Cli ent\Options]
"DumpsterAlwaysOn"=dword:00000001

Outlook 2010: Recover Deleted Emails

Even though Outlook 2010 does not support recovery of deleted emails directly, you can recover your emails even after hard-core deletion without using any third-party components. Through successful integration of Outlook 2010 with Microsoft Exchange Server you can make it possible to recover the deleted mails. This function would only be available for POP3 mail account, you can’t revert any mails from IMAP account; Gmail, Yahoo, AOL, etc.

Launch Outlook 2010 and from left sidebar, under Outlook Data File, click Deleted Items. Now navigate to Folder tab. In Clean Up group you will see Recover Deleted Items button is grayed-out.

To enable this option you need to properly configure Exchange server 2007/10 on your system. After proper configuration if it is still grayed-out, then first you need to close Outlook 2010 if it is running. From taskbar click Windows Start Orb button, type regedit and hit Enter.

Note: Enabling this feature requires modifying the registry, before you start off with it, make sure that you understand how to restore the registry and backup the concerned registry files to prevent occurring of any erratic response.

In Registry Editor dialog, start looking for;

\HKEY_LOCAL_MACHINE\SOFTWARE\Microsoft\Exchange\Client\Options

In case you don’t find Options key, you can easily create it. Right-click Client and from New options click Key, as shown in the screenshot below.

Now change the name of this key to Options, right-click in the right-side bar, From New options click DWORD (32-bit) Value.

Change Dword’s name to DumpsterAlwaysOn, right-click it and change its Value data to 1. Click OK to continue.

Close down registry editor. Launch Outlook 2010 and move to Folder tab. You will notice that Recover Deleted Items has been enabled now.

If Exchange Server is properly configured, then it should work for you. Check for any discrepancies with Outlook 2010 integration because if there are any lack of correspondence then it won’t work out the way it should. After complete verification if it is still grayed out, contact your system administrator.