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I have a strange problem. I am dynamically populating content into Wordpress' tinyMCE editor. Part of this content is a placeholder image, that the user can then replace. The issue is when I click the 'pencil' icon to edit, I am not given the "Replace" button like I would any other images.

This is what I see: enter image description here

This is what I expect, and works on images imported from the media library: enter image description here

Notice, the replace button is present in the second example. I guess because the image is hard-linked and wordpress has no way of knowing if the image exists in the media library. How can I dynamically import an image so this functionality is present?

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Not sure how you dynamically populate content into Wordpress.

To get the Edit Image Button the image must be in the Media. Make sure the image has a class="wp-image-{ID}" where {ID} has to be the right maching id of the image you can find via media content. Or while inserting the image and have a look at the source code then you will find that class with the right {ID}

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This has something to do with the HTML of a media object. I copy/pasted code from another image imported from the media gallery and it worked. Use this function to insert the content:

http://www.tinymce.com/wiki.php/API3:method.tinymce.Editor.setContent

tinyMCE.activeEditor.setContent('<span>some</span> html');

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